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howtohumiliateasissy:He thought he would just be wearing some dress. He didn’t realize she pla
howtohumiliateasissy:He thought he would just be wearing some dress. He didn’t realize she pla
degradedsissy1: Oh, precious, you really just need to let go of that misplaced pride. Your days of b
degradedsissy1: Oh, precious, you really just need to let go of that misplaced pride. Your days of b
nospheratusblack: bellatrixlestrange1999: liquidnight: Arthur Rackham Illustration from Maid Maleen
nospheratusblack: bellatrixlestrange1999: liquidnight: Arthur Rackham Illustration from Maid Maleen
sissygurlmichael: malemaid2slave: fetish4nylon: Absolutely maid 2 slave I would love it!!!
sissygurlmichael: malemaid2slave: fetish4nylon: Absolutely maid 2 slave I would love it!!!
maidkelly: Sissy Maid Kelly!!! Hold still!!! we need to check your uniform and petty!!!Yes Mistress!
maidkelly: Sissy Maid Kelly!!! Hold still!!! we need to check your uniform and petty!!!Yes Mistress!
Chore boy learns the truth about his relationship with his friend.
Chore boy learns the truth about his relationship with his friend.
gaysissyqueen: i am certainly that….a very sissified male! stephanie my very own maid DaddyC
gaysissyqueen: i am certainly that….a very sissified male! stephanie my very own maid DaddyC
Overachiever
Overachiever
cdsissygirl:Such a beauty maybe she can give me a make up lessonA bit older but still hotness at its
cdsissygirl:Such a beauty maybe she can give me a make up lessonA bit older but still hotness at its
Now that she’d been training her new boyfriend for a month, Megan was confident enough in
Now that she’d been training her new boyfriend for a month, Megan was confident enough in
Hurry up bitch I don’t have all day. I want the kitchen floor clean, NOW !!
Hurry up bitch I don’t have all day. I want the kitchen floor clean, NOW !!
proudmodernwoman: One of the benefits of male chastity is that he’ll become the maid of the ho
proudmodernwoman: One of the benefits of male chastity is that he’ll become the maid of the ho
A- Manda’s Maid Uniforms for the male figure!
A- Manda’s Maid Uniforms for the male figure!
Miriam had a rigorous and strict training regime planned for her new submissive, starting with
Miriam had a rigorous and strict training regime planned for her new submissive, starting with
New captures have to entertain their captors, before they can be sold to the male maid training faci
New captures have to entertain their captors, before they can be sold to the male maid training faci
kotkankona: maidkelly:Love of two people! ❤️❤️❤️ The strict lady having a fully sissified husband&nb
kotkankona: maidkelly:Love of two people! ❤️❤️❤️ The strict lady having a fully sissified husband&nb
Reblog if you want to be a sissy maid!
Reblog if you want to be a sissy maid!
victoriavenery: With @maidsophia this past weekend for Maid Monday Dancing maids…
victoriavenery: With @maidsophia this past weekend for Maid Monday Dancing maids…
It was only 6 generations ago that Margaret’s family was literally freed from bondage and serv
It was only 6 generations ago that Margaret’s family was literally freed from bondage and serv
Cleaning is my specialty! Let me get on my knees and show you what I can do… A good maid
Cleaning is my specialty! Let me get on my knees and show you what I can do… A good maid
male-supremacist:I love a variety of maid outfits. Too often one sees the frilly, impractical costum
male-supremacist:I love a variety of maid outfits. Too often one sees the frilly, impractical costum
Your life as a sissy maid for your queen is so fun dressed up like a slut you worship and obey her e
Your life as a sissy maid for your queen is so fun dressed up like a slut you worship and obey her e
sluttysissyandrea-deactivated20: These sissies are my inspiration. They are my heroes. Sissy maid K
sluttysissyandrea-deactivated20: These sissies are my inspiration. They are my heroes. Sissy maid K
Don’t ever piss off the maid
Don’t ever piss off the maid
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